Nickel-Catalyzed Denitrated Coupling Reaction of Nitroalkenes with Aliphatic and Aromatic Alkenes

• Published in: Advanced synthesis & catalysis Vol. 358; no. 20; pp. 3179 - 3183
• Main Authors: Zhang, Na, Quan, Zheng-Jun, Wang, Xi-Cun
• Format: Journal Article
• Language: English
• Published: WEINHEIM Blackwell Publishing Ltd 20.10.2016; Wiley
• Subjects: Aliphatic compounds; Alkenes; Chemical reactions; Chemistry; Chemistry, Applied; Chemistry, Organic; denitrated coupling; Denitration; Functional groups; Nickel; nickel catalyst; nitroalkenes; Olefins; Physical Sciences; Reducing agents; Science & Technology; triethoxysilane; nitroalkenes; MORITA-BAYLIS-HILLMAN; ONE-POT SYNTHESIS; 1,3-DICARBONYL COMPOUNDS; HENRY REACTION; NITROSTYRENE; MICHAEL ADDITION; nickel catalyst; denitrated coupling; BIOLOGICAL EVALUATION; triethoxysilane; INHIBITORS; BETA-NITROACRYLATES; CONJUGATE ADDITION
• ISSN: 1615-4150; 1615-4169
• DOI: 10.1002/adsc.201600586

A simple and practical denitrated coupling reaction of nitroalkenes with various alkenes using a nickel catalyst and triethoxysilane [(EtO)3SiH] as reducing agent was achieved. Under mild reaction conditions, both aliphatic and aromatic alkenes could react with nitroalkenes to obtain a series of olefins with different functional groups in satisfactory yields under an air atmosphere, which were previously difficult or impossible to access.